Lithium Bromide → HCID 67960441, compound

HRID 707661Notes

Reaction equation

HRID 707661 reaction equation
CS(O[CH:6]([C:8]1[S:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[N:10][N:9]=1)[CH3:7])(=O)=O.[Br-:19].[Li+]>CC(C)=O>[Br:19][CH:6]([C:8]1[S:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[N:10][N:9]=1)[CH3:7]

Participants

4

Reactant 2

HCID 82050Lithium BromideHCID 86706843HCID 86706843, compound

Product 1

HCID 67960441HCID 67960441, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of (RS)-2-[5-(1-methanesulfonyloxy-ethyl)-1,3,4-thiadiazol-2-yl]-pyridine (1.0 gm), lithium bromide (0.5 gm) in acetone (20 ml) was stirred at reflux over a period of 1 h. The reaction mixture was evaporated under vacuum to provide a crude mass. Crude mass was stirred with ice cold water and extracted with dichloromethane (50 ml×2). The combined organic layer was evaporated under vacuum to afford the title compound in 0.8 gm quantity (85%) as oil.

Workup

  1. temperatureat reflux over a period of 1 h
  2. customThe reaction mixture was evaporated under vacuum
  3. customto provide a crude mass
  4. stirringCrude mass was stirred with ice cold water
  5. extractionextracted with dichloromethane (50 ml×2)
  6. customThe combined organic layer was evaporated under vacuum

Sources & evidence

ORD record
ord-d40478b279344c939e723971ff77d780
Source dataset
uspto-grants-2015_11
Patent number
US09175031B2

Reaction notes

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